Process of making chlorinated hydrocarbons



NTTED STTES OTTO GRAUL, OF LUDWIGSHAFEN-ON-THE-RHINE, GERMANY, ASSIGNOR 'IO BADISCHE ANILIN & SODA FABRIK, 0F LUDWIGSHAFEN-ON-THE-RI-IINE, GERMANY, A GOR- IORATION.

PROCESS OF MAKING GHLORINATED HYDROGARBONS.

1,045,139. No Drawing.

To all whom it may concern:

Be it known that I, O'r'ro GRAUL, subject of the Duke of Anhalt, residing at Lud- Wi shafen-on-the-Rhine, Germany, have invented new and useful Improvements in Processes of Making Chlorinated Hydrocarbons, of which the following is a specification.

When olefinic hydrocarbons, such as the olefins themselves C H, are treated with a halogen, there is a difference in the result, as is well known, according to whether chlorin or bromin is used. The reaction with bro- .min results in the smoothproduction of the compounds containing two additional bro-' -min atoms, whereas the addition of chlorin has hitherto always been'accompanied by the formation of considerable quantities of substitution products.

My present invention consistsin a process reaction varies for diflerenthydrocarbons,

but can readily be ascertained. The sulfurous acid which is set free during the reaction remains dissolved in the reaction product andis driven 0H and can be used again for the manufacture of sulfuryl .chlorid.

' The following example will serve to illustrate further the nature of my invention, which, however, is not confined to this. example. The parts' are by weight. Thoroughly cool about'eighty partsof trimethylethylene (amylene) and add. to it- (slowly and while stirring well) about one hundred and thirty-five parts of cold sulfuryl chlorid, regulating the temperature so that Specification of Letters Patent.

I witnesses.

Patented Nov. 26, 1912.

Application filedfieptember 6, 1911. Serial No. 648,000.

tween minus two degrees and zero centigrade. Continue stirring for some time after the addition is effected. Distii off the sulfurous acid and the excess of trimethylethylene and purify the residue, if desired, by distilling in vacuo. The dichlor-pentane thus obtained boils at from forty-eight to fifty-two degrees Centigrade at fortyeight millimeters pressure. This example can, be varied in many respects, for instance if it is desired to produce the dichlorid continuously, the reagents can be separately cooled and run together in a worm in which they gradually assume the temperature at which the reaction takes place. My invention can also be similarly applied to the ghlorination of the other olefinic hydrocarone.

Now what I claim is 1. The process of making chlorinated hydrocarbons by treating olefinic hydrocarbons with sulfuryl chlorid.

2. The process of making chlorinated hydrocarbons by treating an excess of olefinic hydrocarbon with sulfuryl chlorid, distilling oil? the sulfur dioxid and excess of olefinic hydrocarbon and purifying the resulting chlorinated hydrocarbon by distillation.

3. The process of making chlorinated hydrocarbons by treating amylene with sulfuryl chlorid. s

4. The process of making chlorinated hy-v In testimony whereof I have hereunto setmy hand in the presence of two subscribing o '0TT0 GRAUL. Witnesses:

J. ALEC. LLoYD,

J osnrn Fame. 

